Details

Autor(en) / Beteiligte

• Afanasyev, Oleg I.
• Kliuev, Fedor S.
• Tsygankov, Alexey A.
• Nelyubina, Yulia V.
• Gutsul, Evgenii
• Novikov, Valentin V.
• Chusov, Denis

Titel

Fluoride Additive as a Simple Tool to Qualitatively Improve Performance of Nickel-Catalyzed Asymmetric Michael Addition of Malonates to Nitroolefins

Ist Teil von

• Journal of organic chemistry, 2022-09, Vol.87 (18), p.12182-12195

Ort / Verlag

American Chemical Society

Erscheinungsjahr

2022

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Nowadays, design of the new chiral ligands for organometallic catalysts is often based on the step-by-step increase in their complexity to improve efficiency. Herein we describe that simple in situ addition of the fluoride source to the asymmetric organometallic catalyst can improve not only activity but also enantioselectivity. Bromide–nickel diimine complexes were found to catalyze asymmetric Michael addition in low yields and ee, but activation with fluoride leads to a significant improvement in catalyst performance. The developed approach was applied to prepare several enantioenriched GABA analogues.